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CS-W001157 4
Total: USD 88.00

1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione

  • CAS No. 13509-52-9

  • Cat. No. CS-W006928
  • Purity≥97%
  • MDL No.MFCD00234354

*For research and further manufacturing use only, not for direct human use.

1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione|CS-W006928

Structure of 13509-52-9

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General Information

  • CAS No. 13509-52-9
  • Cat. No. CS-W006928
  • Purity ≥97%
  • MDL No. MFCD00234354
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂
  • Molecular Weight 154.17
  • Synonym(s) 1,3,6-Trimethyluracil
  • SMILES O=C1N(C)C(C=C(C)N1C)=O

Description

1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione features a sterically hindered pyrimidine core with methyl groups at key positions, enhancing stability and modulating reactivity. This scaffold serves as a robust building block in medicinal chemistry, enabling efficient access to bioactive heterocycles through selective functionalization.

Application

1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrimidinediones through standard alkylation and condensation protocols. Its three methyl groups enhance solubility and facilitate purification, while the diketone functionality supports diverse transformations including nucleophilic addition and cyclization. The compound exhibits excellent bench stability and functional group tolerance, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      6-Methyluracil|CS-0017143
      626-48-2
    • null|null
      77-78-1
    • ~97%
    • In-stock
      1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione|CS-W006928
      13509-52-9

    References

    • Snyder, David S.; Tradtrantip, Lukmanee; Yao, Chenjuan; Kurth, Mark J.; Verkman Journal of Medicinal Chemistry, 2011 , vol. 54, # 15 p. 5468 - 5477
  • Route2
    • null|null
      247219-91-6
    • ~94%
    • In-stock
      1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione|CS-W006928
      13509-52-9

    References

    • Norris, Peter; Shechter, Harold Journal of Organic Chemistry, 1999 , vol. 64, # 20 p. 7290 - 7298
  • Route3
    • null|null
      96-31-1
    • null|null
      108-24-7
    • ~83%
    • In-stock
      1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione|CS-W006928
      13509-52-9

    References

    • Egg, H.; Volgger, I. Synthesis, 1982 , # 12 p. 1071 - 1073

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44
  • LogP   -0.60758
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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